3-Cyanopropanoic acid

Base Information

• Chemical Name: 3-Cyanopropanoic acid
• CAS No.: 16051-87-9
• Molecular Formula: C4H5NO2
• Molecular Weight: 99.0892
• Hs Code.: 2926909090
• European Community (EC) Number: 801-819-3
• NSC Number: 97378
• DSSTox Substance ID: DTXSID40294608
• Nikkaji Number: J135.449C
• Wikidata: Q72459016
• Mol file: 16051-87-9.mol

Synonyms:3-Cyanopropanoic acid;16051-87-9;3-Cyanopropionic Acid;Propanoic acid, 3-cyano-;MFCD00233974;Propanoic acid,3-cyano-;3-CyanopropionicAcid;NSC97378;3-Cyanopropanoic?acid;beta-cyanopropionic acid;DTXSID40294608;BXYQHDXDCJQOFD-UHFFFAOYSA-N;3-cyanopropanoic acid, AldrichCPR;NSC-97378;AKOS006343462;CS-W018565;GS-3867;SY008516;FT-0602764;EN300-83189;A853226;J-512364;F8884-9159

Chemical Property of 3-Cyanopropanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 49.5-51.0℃
• Refractive Index: 1.447
• Boiling Point: 313.49 °C at 760 mmHg
• PKA: pK1:3.99 (25°C)
• Flash Point: 143.394 °C
• PSA: 61.09000
• Density: 1.2 g/cm³
• LogP: 0.37478
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 99.032028402
• Heavy Atom Count: 7
• Complexity: 110

Purity/Quality:

99.5% ^*data from raw suppliers

3-Cyanopropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)C#N

Technology Process of 3-Cyanopropanoic acid

There total 21 articles about 3-Cyanopropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

ethyl 3-cyanopropionate (10137-67-4) → 3-cyanopropanoic acid (16051-87-9)

Guidance literature:

With NaY zeolite; water; for 2h; Heating;

Reference yield: 99.0%

butanedinitrile (110-61-2) → 3-cyanopropanoic acid (16051-87-9)

Guidance literature:

enzyme from Synechocystis sp. PCC 6803; In phosphate buffer; at 30 ℃; for 12h;

DOI:10.1002/ejoc.200600699

Reference yield: 90.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → 3-cyanopropanoic acid (16051-87-9)

Guidance literature:

With sodium hydroxide; trichloroisocyanuric acid; at 25 ℃; for 0.5h;

DOI:10.1055/s-2004-830896

upstream raw materials:

β-Propiolactone

sodium cyanide

Glutamic acid

ethyl 3-cyanopropionate

Downstream raw materials:

ethyl 4-aminobutyrate

Succinimide

4-amino-n-butyric acid

hexanedinitrile

Refernces

• 1、 But, Andrada,van Noord, Aster,Poletto, Francesca,Sanders, Johan P.M.,Franssen, Maurice C.R.,Scott, Elinor L.. "Enzymatic halogenation and oxidation using an alcohol oxidase-vanadium chloroperoxidase cascade". . p. 92 - 100. Retrieved 2017.
• 2、 Xu, Xiaomin,But, Andrada,Wever, Ron,Hollmann, Frank. "Towards Preparative Chemoenzymatic Oxidative Decarboxylation of Glutamic Acid". . p. 2180 - 2183. Retrieved 2020.
• 3、 Huang, Yan,Hou, Jing,Zhan, Le-Wu,Zhang, Qian,Tang, Wan-Ying,Li, Bin-Dong. "Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer". . p. 15004 - 15012. Retrieved 2021/12/14.
• 4、 Sarris, Alexi J. C.,Hansen, Thomas,de Geus, Mark A. R.,Maurits, Elmer,Doelman, Ward,Overkleeft, Herman S.,Codée, Jeroen D. C.,Filippov, Dmitri V.,van Kasteren, Sander I.. "Fast and pH-Independent Elimination of trans-Cyclooctene by Using Aminoethyl-Functionalized Tetrazines". supporting information. p. 18075 - 18081. Retrieved 2018/11/23.